Nα-Boc-D-tryptophan
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Nα-Boc-D-tryptophan

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Nα-Boc-D-tryptophan is an N-Boc-protected form of D-Tryptophan. D-Tryptophan is an unnatural isomer of L-Tryptophan and is classified as an essential amino acid. D-Tryptophan has been synthesized as part of some potent Oxytocin antagonists that treat preterm labour.

Category
BOC-Amino Acids
Catalog number
BAT-002921
CAS number
5241-64-5
Molecular Formula
C16H20N2O4
Molecular Weight
304.30
Nα-Boc-D-tryptophan
IUPAC Name
(2R)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
Boc-D-Trp-OH; (2R)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid; Nalpha-Boc-D-tryptophan; D-N-Boc-trytophan; N-Boc-R-tryptophan; Nalpha-Boc-D-Tryptophane
Appearance
White to grayish white crystalline powder
Purity
≥ 98% (HPLC)
Density
1.262 g/cm3
Melting Point
133-138 °C
Boiling Point
535.7 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m1/s1
InChI Key
NFVNYBJCJGKVQK-CYBMUJFWSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O
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